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Cheap flights from Illinois to Anguilla from $480

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Anguilla departing on 4/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Illinois to Anguilla

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:05 am - 4:40 pm
ORD
-
AXA
10h 35m
2 stops
Multiple Airlines Logo
10:00 am - 12:24 am
AXA
-
ORD
15h 24m
2 stops
$575Multiple Airlines
Sat, Apr 18 - Sat, Apr 25
Multiple Airlines Logo
5:05 am - 4:40 pm
ORD
-
AXA
10h 35m
2 stops
Multiple Airlines Logo
12:00 pm - 11:07 pm
AXA
-
ORD
12h 07m
3 stops
$622Multiple Airlines
Sat, Apr 18 - Sat, Apr 25
American Airlines Logo
7:00 pm - 1:15 pm
ORD
-
AXA
17h 15m
1 stop
American Airlines Logo
1:59 pm - 9:29 pm
AXA
-
ORD
8h 30m
1 stop
$664American Airlines
Sun, May 17 - Thu, May 21
American Airlines Logo
5:00 am - 4:17 pm
ORD
-
AXA
10h 17m
2 stops
American Airlines Logo
1:59 pm - 9:29 pm
AXA
-
ORD
8h 30m
1 stop
$669American Airlines
Sun, May 17 - Thu, May 21
American Airlines Logo
5:00 am - 4:17 pm
ORD
-
AXA
10h 17m
1 stop
American Airlines Logo
4:57 pm - 12:25 am
AXA
-
ORD
8h 28m
1 stop
$694American Airlines
Sun, May 10 - Tue, May 19
American Airlines Logo
8:46 pm - 1:15 pm
ORD
-
AXA
15h 29m
2 stops
American Airlines Logo
4:57 pm - 7:39 am
AXA
-
ORD
15h 42m
2 stops
$699American Airlines
Sun, May 10 - Tue, May 19
American Airlines Logo
8:57 pm - 11:41 am
ORD
-
AXA
13h 44m
2 stops
American Airlines Logo
4:55 pm - 7:10 am
AXA
-
ORD
15h 15m
2 stops
$704American Airlines
Fri, Jun 19 - Wed, Jun 24
American Airlines Logo
7:00 pm - 1:15 pm
ORD
-
AXA
17h 15m
1 stop
American Airlines Logo
4:57 pm - 12:25 am
AXA
-
ORD
8h 28m
1 stop
$754American Airlines
Sun, Apr 19 - Fri, Apr 24
American Airlines Logo
9:16 pm - 1:15 pm
ORD
-
AXA
14h 59m
2 stops
American Airlines Logo
4:57 pm - 12:25 am
AXA
-
ORD
8h 28m
1 stop
$759American Airlines
Sun, Apr 19 - Fri, Apr 24
American Airlines Logo
7:00 pm - 1:15 pm
ORD
-
AXA
17h 15m
1 stop
American Airlines Logo
1:55 pm - 12:25 am
AXA
-
ORD
11h 30m
1 stop
$764American Airlines
Thu, May 14 - Mon, May 18

American Airlines flights from Illinois to Anguilla

Our best American Airlines deals on Illinois to Anguilla flight tickets
American Airlines
May 17
ORD7:00 pmChicago O'Hare Intl
17h 15m
1 stop
AXA1:15 pmThe Valley Wallblake Intl
May 21
AXA1:59 pmThe Valley Wallblake Intl
8h 30m
1 stop
ORD9:29 pmChicago O'Hare Intl
$664
American Airlines
May 17
ORD5:00 amChicago O'Hare Intl
10h 17m
2 stops
AXA4:17 pmThe Valley Wallblake Intl
May 21
AXA1:59 pmThe Valley Wallblake Intl
8h 30m
1 stop
ORD9:29 pmChicago O'Hare Intl
$669
American Airlines
May 10
ORD5:00 amChicago O'Hare Intl
10h 17m
1 stop
AXA4:17 pmThe Valley Wallblake Intl
May 19
AXA4:57 pmThe Valley Wallblake Intl
8h 28m
1 stop
ORD12:25 amChicago O'Hare Intl
$694

JetBlue flights from Illinois to Anguilla

Our best JetBlue deals on Illinois to Anguilla flight tickets
JetBlue
Apr 6
ORD8:58 amChicago O'Hare Intl
31h 47m
2 stops
AXA5:45 pmThe Valley Wallblake Intl
Apr 11
AXA9:00 amThe Valley Wallblake Intl
24h 08m
3 stops
ORD8:08 amChicago O'Hare Intl
$1,659
JetBlue
Apr 6
ORD8:58 amChicago O'Hare Intl
31h 47m
2 stops
AXA5:45 pmThe Valley Wallblake Intl
Apr 11
AXA9:00 amThe Valley Wallblake Intl
24h 08m
3 stops
ORD8:08 amChicago O'Hare Intl
$1,667
JetBlue
Apr 6
ORD8:58 amChicago O'Hare Intl
31h 47m
2 stops
AXA5:45 pmThe Valley Wallblake Intl
Apr 11
AXA9:00 amThe Valley Wallblake Intl
24h 08m
3 stops
ORD8:08 amChicago O'Hare Intl
$1,695

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to Anguilla that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated March 30, 2026.
Use the filters below to find and compare flights from Illinois to Anguilla that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sat 4/18

5:05 am-4:40 pm

2 stops10h 35m

The Valley Wallblake Intl

Sat 4/25

10:00 am-12:24 am

2 stops15h 24m

$575

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sat 4/18

5:05 am-4:40 pm

2 stops10h 35m

The Valley Wallblake Intl

Sat 4/25

12:00 pm-11:07 pm

3 stops12h 07m

$622

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sun 5/17

7:00 pm-1:15 pm

1 stop17h 15m

The Valley Wallblake Intl

Thu 5/21

1:59 pm-9:29 pm

1 stop8h 30m

$664

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sun 5/17

5:00 am-4:17 pm

2 stops10h 17m

The Valley Wallblake Intl

Thu 5/21

1:59 pm-9:29 pm

1 stop8h 30m

$669
Quickest round-trip

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sun 5/10

5:00 am-4:17 pm

1 stop10h 17m

The Valley Wallblake Intl

Tue 5/19

4:57 pm-12:25 am

1 stop8h 28m

$694

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sun 5/10

8:46 pm-1:15 pm

2 stops15h 29m

The Valley Wallblake Intl

Tue 5/19

4:57 pm-7:39 am

2 stops15h 42m

$699

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Fri 6/19

8:57 pm-11:41 am

2 stops13h 44m

The Valley Wallblake Intl

Wed 6/24

4:55 pm-7:10 am

2 stops15h 15m

$704

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sun 4/19

7:00 pm-1:15 pm

1 stop17h 15m

The Valley Wallblake Intl

Fri 4/24

4:57 pm-12:25 am

1 stop8h 28m

$754

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Sun 4/19

9:16 pm-1:15 pm

2 stops14h 59m

The Valley Wallblake Intl

Fri 4/24

4:57 pm-12:25 am

1 stop8h 28m

$759

ChicagoThe Valley

ORD - AXA

ORDAXA

Chicago O'Hare Intl

Thu 5/14

7:00 pm-1:15 pm

1 stop17h 15m

The Valley Wallblake Intl

Mon 5/18

1:55 pm-12:25 am

1 stop11h 30m

$764

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 resultsSorted by cheapest first
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See travel insights to Anguilla from

How to get the cheapest flight ticket from Illinois to Anguilla

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Illinois to Anguilla?

American Airlines is the most popular carrier operating from Illinois to Anguilla

Cheap Illinois to Anguilla flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Anguilla

Fastest flight time

7h 42m

Direct flights

None
The fastest flight from Illinois to Anguilla takes 7h 42m
There are no direct flights from Illinois to Anguilla. There are no popular flight routes from Illinois to Anguilla.
Search flight deals

  • When did momondo last update prices for flights from Illinois to Anguilla?

    Prices for flights from Illinois to Anguilla refresh daily.

  • How many operators does momondo search for flights from Illinois to Anguilla?

  • How old do you have to be to fly from Illinois to Anguilla?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Illinois to Anguilla.

  • What documentation or ID do you need to fly to Anguilla?

    The required travel and health documents for your Anguilla trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Anguilla. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Illinois to Anguilla

Compare and see reviews for airlines that fly from Illinois to Anguilla with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $597Free CancellationRating
7.1
11,531 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Anguilla?

It is quick and easy to find Illinois to Anguilla flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Anguilla that suits you.

Can I find flights from Illinois to Anguilla with flexible booking policies on momondo?

All flight searches from Illinois to Anguilla on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Illinois to Anguilla?

momondo provides multiple filters to help you find the best flight to Anguilla from Illinois. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Illinois to Anguilla right now. Can momondo alert me if prices change?

Price alerts on flights to Anguilla from Illinois are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Find better results for your trip to Anguilla

Popular cities in Anguilla

Popular flights according to clicks in the last 7 days on momondo
Flights to The Valleyfrom $592